GB1246114A - Benzoylacetamide derivatives and their use as colour couplers - Google Patents

Benzoylacetamide derivatives and their use as colour couplers

Info

Publication number
GB1246114A
GB1246114A GB854/68A GB85468A GB1246114A GB 1246114 A GB1246114 A GB 1246114A GB 854/68 A GB854/68 A GB 854/68A GB 85468 A GB85468 A GB 85468A GB 1246114 A GB1246114 A GB 1246114A
Authority
GB
United Kingdom
Prior art keywords
reacting
resulting
thiazole
substituted
alkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB854/68A
Inventor
Marcel Hendrik Verbrugghe
Arthur Henri De Cat
Marcel Karel Vandoorselaer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Agfa Gevaert NV
Agfa Gevaert AG
Original Assignee
Agfa Gevaert NV
Agfa Gevaert AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Agfa Gevaert NV, Agfa Gevaert AG filed Critical Agfa Gevaert NV
Priority to GB854/68A priority Critical patent/GB1246114A/en
Priority to US779627A priority patent/US3645742A/en
Priority to FR1601789D priority patent/FR1601789A/fr
Priority to BE725904D priority patent/BE725904A/xx
Priority to DE1816899A priority patent/DE1816899C3/en
Publication of GB1246114A publication Critical patent/GB1246114A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
    • C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D513/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/40—Unsubstituted amino or imino radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/44—Acylated amino or imino radicals
    • C07D277/46—Acylated amino or imino radicals by carboxylic acids, or sulfur or nitrogen analogues thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62—Benzothiazoles
    • C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
    • C07D277/82—Nitrogen atoms
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
    • G03C7/32—Colour coupling substances
    • G03C7/36—Couplers containing compounds with active methylene groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
  • Thiazole And Isothizaole Compounds (AREA)

Abstract

1,246,114. Substituted thiazoles. AGFAGEVAERT. 27 Nov., 1968 [5 Jan., 1968], No. 854/68. Heading C2C. [Also in Division G2] Colour couplers of the general formula where X is hydrogen, halogen or -SR where R is alkyl, substituted alkyl, aryl or substituted aryl, D is a C 5-20 acyclic aliphatic hydrocarbon residue, R 1 is hydrogen, alkyl, alkoxy, halogen, dialkyl-amino or sulphamoyl, and Z represents the atoms necessary to close a nucleus of the thiazole series, are prepared by reacting an appropriately substituted benzoic acid with thionyl chloride, reacting the resulting benzoyl chloride derivative with the sodium salt of an acetyl acetic acid ester in dichloromethane, reacting the resulting benzoyl-acetyl acetic acid ester with sodium methoxide in methanol, and reacting the resulting benzoyl-acetic acid ester with an appropriate amino-thiazole. 2 - Amino - 4 - (m - fluorosulphonyl - phenyl)- thiazole is prepared by reacting m-chlorosulphonyl-benzoic acid with potassium fluoride in aqueous dioxan, reacting the resulting mfluoroselphonyl-benzoic acid with thionyl chloride, converting the resulting m-fluoro-sulphonylbenzoyl chloride to m-fluorosulphonyl-acetophenone which is then brominated, and reacting the resulting m-fluro-sulphonyl phenacyl bromide with thiourea in ethanol, followed by neutralization.
GB854/68A 1968-01-05 1968-01-05 Benzoylacetamide derivatives and their use as colour couplers Expired GB1246114A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
GB854/68A GB1246114A (en) 1968-01-05 1968-01-05 Benzoylacetamide derivatives and their use as colour couplers
US779627A US3645742A (en) 1968-01-05 1968-11-27 Color photography
FR1601789D FR1601789A (en) 1968-01-05 1968-12-16
BE725904D BE725904A (en) 1968-01-05 1968-12-23
DE1816899A DE1816899C3 (en) 1968-01-05 1968-12-24 Yellow coupler

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB854/68A GB1246114A (en) 1968-01-05 1968-01-05 Benzoylacetamide derivatives and their use as colour couplers

Publications (1)

Publication Number Publication Date
GB1246114A true GB1246114A (en) 1971-09-15

Family

ID=9711650

Family Applications (1)

Application Number Title Priority Date Filing Date
GB854/68A Expired GB1246114A (en) 1968-01-05 1968-01-05 Benzoylacetamide derivatives and their use as colour couplers

Country Status (5)

Country Link
US (1) US3645742A (en)
BE (1) BE725904A (en)
DE (1) DE1816899C3 (en)
FR (1) FR1601789A (en)
GB (1) GB1246114A (en)

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1915334A (en) * 1930-10-16 1933-06-27 Du Pont Fluosilicate of organic heterocyclic bases and process of making it
US2075359A (en) * 1930-10-16 1937-03-30 Du Pont Insecticide
US2449244A (en) * 1945-01-25 1948-09-14 Gen Aniline & Film Corp Thioindoxyl couplers for color photography
BE500139A (en) * 1950-12-20
BE565656A (en) * 1957-03-15
FR79706E (en) * 1959-11-13 1963-04-17
BE634669A (en) * 1963-07-09 1964-01-09
BE634665A (en) * 1963-07-09
BE634670A (en) * 1963-07-09

Also Published As

Publication number Publication date
DE1816899B2 (en) 1980-10-16
FR1601789A (en) 1970-09-14
DE1816899C3 (en) 1981-07-23
BE725904A (en) 1969-06-23
DE1816899A1 (en) 1969-07-31
US3645742A (en) 1972-02-29

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